Allocryptopine

Allocryptopine
Names
	Preferred IUPAC name 3,4-Dimethoxy-6-methyl-5,7,8,15-tetrahydro-11H-[1,3]benzodioxolo[5,6-e][2]benzazecin-14(6H)-one
	Other names Thalictrimine; allo-Cryptopine; α-Fagarine; Fagarine I; α-Allocryptopine; β-Homochelidonine
Identifiers
CAS Number	485-91-6 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:17390;
ChemSpider	89017;
ECHA InfoCard	100.006.933
EC Number	207-626-5;
KEGG	C02134;
PubChem CID	98570;
UNII	EK27J8ROYB ;
CompTox Dashboard (EPA)	DTXSID60871677 ;
	InChI InChI=1S/C21H23NO5/c1-22-7-6-14-9-19-20(27-12-26-19)10-15(14)17(23)8-13-4-5-18(24-2)21(25-3)16(13)11-22/h4-5,9-10H,6-8,11-12H2,1-3H3 Key: HYBRYAPKQCZIAE-UHFFFAOYSA-N;
	SMILES CN1CCC2=CC3=C(C=C2C(=O)CC4=C(C1)C(=C(C=C4)OC)OC)OCO3;
Properties
Chemical formula	C21H23NO5
Molar mass	369.417 g·mol−1
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	H302 (100%): Harmful if swallowed, acute toxicity
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Allocryptopine is a bioactive alkaloid found in plants of the Papaveraceae family, including Glaucium arabicum,^[2] Argemone mexicana, Eschscholtzia, Corydalis, Fumaria, Chelidonium, Hunnemannia fumariifolia, Eschscholzia lobbii^[3] and other Papaveraceae plants.^[4]^[5]

References

^ "Allocryptopine". PubChem: Open Chemistry Database. PubChem. Retrieved 24 May 2018.
^ Abu-Ghalyun, Y.; Masalmeh, A.; al-Khalil, S. (October 1997). "Effects of allocryptopine, an alkaloid isolated from Glaucium arabicum on rat isolated ileum and urinary bladder". General Pharmacology. 29 (4): 621–623. doi:10.1016/s0306-3623(96)00562-9. ISSN 0306-3623. PMID 9352312.
^ "Pflanzeninhaltsstoffe sortiert nach Namen: GIFTPFLANZEN.COMpendium - www.giftpflanzen.com". www.giftpflanzen.com. Retrieved 6 June 2023.
^ "Kalifornischer Goldmohn (Eschscholzia californica) im GIFTPFLANZEN.COMpendium - www.giftpflanzen.com". www.giftpflanzen.com. Retrieved 6 June 2023.
^ Brahmachari, Goutam; Gorai, Dilip; Roy, Rajiv (1 May 2013). "Argemone mexicana: Chemical and pharmacological aspects". Revista Brasileira de Farmacognosia. 23 (3): 559–575. doi:10.1590/S0102-695X2013005000021. ISSN 0102-695X.

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Names

Preferred IUPAC name 3,4-Dimethoxy-6-methyl-5,7,8,15-tetrahydro-11H-[1,3]benzodioxolo[5,6-e][2]benzazecin-14(6H)-one
Other names Thalictrimine; allo-Cryptopine; α-Fagarine; Fagarine I; α-Allocryptopine; β-Homochelidonine
Identifiers
CAS Number	485-91-6^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:17390
ChemSpider	89017
ECHA InfoCard	100.006.933
EC Number	207-626-5
KEGG	C02134
PubChem CID	98570
UNII	EK27J8ROYB^Y
CompTox Dashboard (EPA)	DTXSID60871677
InChI InChI=1S/C21H23NO5/c1-22-7-6-14-9-19-20(27-12-26-19)10-15(14)17(23)8-13-4-5-18(24-2)21(25-3)16(13)11-22/h4-5,9-10H,6-8,11-12H2,1-3H3 Key: HYBRYAPKQCZIAE-UHFFFAOYSA-N
SMILES CN1CCC2=CC3=C(C=C2C(=O)CC4=C(C1)C(=C(C=C4)OC)OC)OCO3
Properties
Chemical formula	C₂₁H₂₃NO₅
Molar mass	369.417 g·mol⁻¹
Hazards
Occupational safety and health (OHS/OSH):
Main hazards	H302 (100%): Harmful if swallowed, acute toxicity^[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references